|First appearance||Pinch Sitter|
|Occupation||High School Student|
Skylar Feldman is a student of Lawndale High. Skylar is wealthy — his family has a boat — and seems to be stuck up and impressed with himself. He considers himself a good match for Quinn because (sic) "I know that plenty of guys want to go out with you, and plenty of girls want to go out with me."
Skylar in Canon
Skylar appears in a speaking role in the episode "Pinch Sitter" as the date that forces Quinn to find a substitute babysitter for the Guptys. He takes her to Chez Pierre and suggests that as the two most datable students in school, they should go steady. Quinn accepts, but has no intention of changing her dating habits and plans to break up with Skylar in the fall because his parents' boat won't be of as much use then as Taylor's parents' ski lodge.
Skylar in Fanfic
Because of his perceived smarm and egotism, Skylar is often used as a villain in Daria fanfic—most notably in Sins of the Past by Martin J. Pollard, where he rapes and beats Quinn to punish her for using him. The Angst Guy went against the grain in And When Your Heart Begins to Bleed, making Skylar a sympathetic character who Quinn is considering going steady with for real. thatLONERchick went further in "A Question" by having Skylar break the fourth wall and question the rumors of being being either insane or a psycho killer. In The Excellent S's Lawndale Fighting Championship, Skylar appears occasionally as a wrestler in battle royals and multi-person tag matches. Skylar also appears in Shiva's Sexy Daria as a love interest for Daria who wants to join Drama Club.